Journal
ORGANIC LETTERS
Volume 14, Issue 23, Pages 5828-5831Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol3026022
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Funding
- NIH [GM076324]
- BBSRC CASE studentship
- Quest International
- Biotechnology and Biological Sciences Research Council [BBS/E/C/00004558, BBS/E/C/00005199] Funding Source: researchfish
- BBSRC [BBS/E/C/00005199] Funding Source: UKRI
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Class II diterpene cyclases catalyze bicyclization of geranylgeranyl diphosphate. While this reaction typically is terminated via methyl deprotonation to yield copalyl diphosphate, in rare cases hydroxylated bicycles are produced instead. Abietadiene synthase is a bifunctional diterpene cyclase that usually produces a copalyl diphosphate intermediate. Here it is shown that substitution of aspartate for a conserved histidine in the class II active site of abietadiene synthase leads to selective production of 8 alpha-hydroxy-CPP instead, demonstrating striking plasticity.
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